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Understanding Legal Opinion Letters for Securities Transactions (Rule 144)

Published on: April 7, 2025

When navigating the complex world of securities transactions, one critical document often flies under the radar—but it shouldn’t: the legal opinion letter. Whether you're a startup founder, an angel investor, or a shareholder in a public company, understanding the role of legal opinion letters—particularly under Rule 144 of the Securities Act—is key to successfully and lawfully transferring your securities.

What Is a Legal Opinion Letter?

In U.S. securities law, every offer or sale of a security must either be registered with the SEC or qualify for an exemption from registration. This rule applies to all companies—private and public—and to any type of investor, including friends, family, venture capital funds, and angel investors.

That’s where a Rule 144 legal opinion letter comes in. This letter is typically issued by a securities attorney and provides a formal opinion that a particular transaction complies with the exemption criteria under Rule 144. This is especially important when a shareholder wants to remove restrictive legends from stock certificates, enabling easier transfer or sale of the securities.

Why Are Restrictive Legends Important?

Public company stock certificates often bear restrictive legends that prohibit the sale or transfer of shares unless certain legal conditions are met. A Rule 144 opinion letter, addressed to the company’s transfer agent, can facilitate the removal of these legends—signifying that the securities are now freely tradable under Rule 144.

Key Conditions for Rule 144 Compliance

Let’s break down the main conditions that must be met to qualify for a Rule 144 exemption:

1. Issuer's Reporting Status

If the issuer is current with its SEC reporting obligations, the holding period is six months.

If not, the holding period extends to one year.

2. Shareholder's Affiliate Status

Affiliates (such as company insiders) are subject to restrictions on how and how much stock they can sell—typically no more than 1% of the company’s total outstanding shares every three months via broker-dealer transactions.

3. Issuer's Shell Company History

Rule 144 does not apply to securities issued by "uncured" shell companies.

An issuer previously classified as a shell company must:

Cease being a shell company,

Become fully compliant with SEC reporting,

Maintain that compliance for at least 12 months.

4. Duration of Ownership

The required holding period is either six months or one year, depending on the issuer’s reporting status.

In some instances, shareholders may “tack” on a previous owner's holding period to meet the requirement—if the transfer meets certain conditions.

How We Can Help

Navigating Rule 144 and related securities laws can be complex and time-consuming. We specialize in preparing Rule 144 legal opinion letters and guiding clients through the necessary compliance steps.

To get started, we’ll need the following:

A completed Rule 144 Opinion Letter Retainer Agreement

A filled-out Rule 144 Equity Information Form

Copies of both the front and back of your stock certificates

Documentation of how you acquired the securities (e.g., purchase agreements, wire confirmations)

Final Thoughts

Whether you're looking to sell restricted stock or ensure compliance with securities laws, a properly prepared legal opinion letter is an essential part of the process. We’re here to provide expert legal support tailored to your transaction.

Need a Rule 144 opinion letter or have questions about your securities? Contact us for personalized assistance from a law firm that understands both the law and the business behind the deal.

Contact Fattal Legal today at (646) 386-0800 for a free consultation or fill out our contact form.s

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